Startseite Crystal structure of 2-(2-ethoxyphenyl)-7-propyl-5-methylimidazo[5,1-f][1,2,4]triazin-4(3H)-one, C17H20N4O2
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Crystal structure of 2-(2-ethoxyphenyl)-7-propyl-5-methylimidazo[5,1-f][1,2,4]triazin-4(3H)-one, C17H20N4O2

  • Kun-Yan Wang EMAIL logo und Xiao-Li Yang
Veröffentlicht/Copyright: 14. Juli 2017
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Zeitschrift für Kristallographie - New Crystal Structures
Aus der Zeitschrift Zeitschrift für Kristallographie - New Crystal Structures Band 232 Heft 5

Abstract

C17H20N4O2, triclinic, P1̅ (no. 2), a = 7.2692(4) Å, b = 10.5261(5) Å, c = 20.9563(10) Å, α = 95.422(2)°, β = 95.122(2)°, γ = 96.574(2)°, V = 1577.68(14) Å3, Z = 4, Rgt(F) = 0.0570, wRref(F2) = 0.1287, T = 296(2) K.

CCDC no.:: 1558095

The crystal structure is shown in the figure. Tables 1 and 2 contain details on crystal structure and measurement conditions and a list of the atoms including atomic coordinates and displacement parameters.

Table 1

Data collection and handling.

Crystal:Colourless block
Size:0.27 × 0.24 × 0.16 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:0.9 cm−1
Diffractometer, scan mode:PHOTON100, ω-scans
2θmax, completeness:50.8°, >98%
N(hkl)measured, N(hkl)unique, Rint:15017, 5685, 0.055
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 3795
N(param)refined:427
Programs:SHELX [1], CAD-4 [2], XCAD4 [3], absorption correction [4], PLATON [5]
Table 2

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2).

AtomxyzUiso*/Ueq
C1A0.4706(4)0.1971(2)0.36998(12)0.0273(6)
C2A0.3733(3)0.1773(2)0.26806(12)0.0261(6)
C3A0.5181(3)0.3152(2)0.34899(11)0.0244(6)
C4A0.6081(4)0.4391(2)0.37614(12)0.0270(6)
C5A0.5399(3)0.5056(2)0.26795(11)0.0219(5)
C6A0.5000(4)0.1577(3)0.43641(12)0.0367(7)
H6A10.38150.11850.44890.055*
H6A20.54760.23350.46670.055*
H6A30.59010.09530.43720.055*
C7A0.2931(4)0.1277(2)0.20162(12)0.0308(6)
H7A10.39570.12190.17380.037*
H7A20.21350.18980.18480.037*
C8A0.1786(4)−0.0030(2)0.19717(13)0.0350(7)
H8A10.07780.00150.22580.042*
H8A20.2587−0.06630.21230.042*
C9A0.0935(5)−0.0486(3)0.12858(14)0.0481(8)
H9A10.01180.01290.11370.072*
H9A20.0210−0.13330.12770.072*
H9A30.1929−0.05460.10020.072*
C10A0.6287(4)0.7393(2)0.24672(12)0.0257(6)
C11A0.5475(3)0.6125(2)0.22644(11)0.0235(6)
C12A0.4632(4)0.5868(2)0.16353(12)0.0270(6)
H12A0.40750.50180.14880.032*
C13A0.4579(4)0.6805(3)0.12185(13)0.0322(6)
H13A0.39790.66070.07930.039*
C14A0.5413(4)0.8034(3)0.14300(13)0.0339(7)
H14A0.53940.86850.11460.041*
C15A0.6274(4)0.8333(2)0.20490(13)0.0325(7)
H15A0.68560.91810.21870.039*
C16A0.7731(4)0.8949(2)0.33565(13)0.0367(7)
H16A0.67230.94990.33010.044*
H16B0.88080.93060.31440.044*
C17A0.8282(4)0.8871(3)0.40608(13)0.0419(8)
H17A0.71970.85210.42630.063*
H17B0.87470.97330.42720.063*
H17C0.92620.83090.41060.063*
C1B0.7312(4)0.2657(2)0.08065(12)0.0271(6)
C2B0.8249(3)0.4684(2)0.07770(11)0.0244(6)
C3B0.8111(3)0.3110(2)0.14169(11)0.0234(6)
C4B0.8399(3)0.2613(2)0.20283(11)0.0258(6)
C5B0.9937(3)0.4794(2)0.24154(11)0.0225(6)
C6B0.6524(4)0.1312(2)0.05536(13)0.0361(7)
H6B10.52610.13100.03460.054*
H6B20.64840.07750.09100.054*
H6B30.73100.09700.02390.054*
C7B0.8674(4)0.5992(2)0.05757(11)0.0269(6)
H7B11.00320.61700.05510.032*
H7B20.83320.66300.09090.032*
C8B0.7657(4)0.6168(2)−0.00728(12)0.0311(6)
H8B10.80430.5564−0.04120.037*
H8B20.63000.5959−0.00570.037*
C9B0.8067(4)0.7534(3)−0.02437(14)0.0427(8)
H9B10.76140.81290.00770.064*
H9B20.74400.7604−0.06700.064*
H9B30.94130.7751−0.02480.064*
C10B1.1363(3)0.5327(2)0.35870(12)0.0252(6)
C11B1.0936(3)0.5676(2)0.29644(11)0.0233(6)
C12B1.1489(4)0.6944(2)0.28544(12)0.0276(6)
H12B1.12150.72000.24370.033*
C13B1.2420(4)0.7836(2)0.33325(12)0.0305(6)
H13B1.27860.86930.32460.037*
C14B1.2812(4)0.7465(3)0.39382(12)0.0329(7)
H14B1.34510.80740.42710.039*
C15B1.2292(4)0.6220(2)0.40701(12)0.0307(6)
H15B1.25690.59780.44900.037*
C16B1.1066(4)0.3700(3)0.43307(12)0.0329(7)
H16C1.04170.42430.46260.039*
H16D1.23990.37850.44940.039*
C17B1.0212(4)0.2320(3)0.42765(14)0.0407(7)
H17D0.89000.22530.41070.061*
H17E1.03030.20080.47030.061*
H17F1.08770.17970.39840.061*
N1A0.3824(3)0.1128(2)0.31991(10)0.0299(5)
N2A0.4529(3)0.30034(18)0.28379(9)0.0240(5)
N3A0.6151(3)0.5280(2)0.33119(10)0.0280(5)
H3AA0.664(4)0.604(3)0.3452(12)0.034*
N4A0.4597(3)0.39431(19)0.24197(9)0.0242(5)
N1B0.7403(3)0.36373(19)0.04179(10)0.0274(5)
N2B0.8710(3)0.44048(18)0.13839(9)0.0235(5)
N3B0.9363(3)0.3526(2)0.24990(10)0.0266(5)
H3BA0.963(4)0.332(2)0.2895(13)0.032*
N4B0.9637(3)0.52731(18)0.18745(9)0.0234(5)
O1A0.6749(3)0.46841(17)0.43232(8)0.0373(5)
O2A0.7098(3)0.76424(16)0.30917(8)0.0340(5)
O1B0.7903(3)0.15191(16)0.21513(8)0.0342(5)
O2B1.0847(3)0.40724(16)0.36868(8)0.0343(5)

Source of material

The title compound is easily available by a synthesis procedure reported in the literature [5]. 2-Ethoxy-benzoyl chloride (1.94 g, 10.54 mmol) was added to a solution of 1-amino-4-methyl-2-propyl-1H-imidazole-5-carboxamide (1.6 g, 8.78 mmol) in anhydrous pyridine (50 mL). The mixture was stirred under nitrogen for 4 h at 60 °C before the solvent was removed in vacuo. Ethyl acetate was added followed by an extraction with saturated sodium carbonate solution, brine, and drying over sodium sulfate anhydrous. After the solvent was removed in vacuo, the crude product was purified by flash chromatography on silica gel eluting with 2%, increasing to 7%, methanol in dichloromethane. The product was obtained as a white solid (1.8 g, 62.5%). A solution of the above product (140 mg, 0.426 mmol) and potassium tert-butoxide (480 mg, 4.26 mmol) in anhydrous tert-butyl alcohol (35 mL) was stirred at 160 °C in a sealed tube for 40 h. The cooled reaction mixture was neutralized with 1 N HCl before ethyl acetate was added. The organic layer was extracted with water, brine, and dried over magnesium sulfate. After the solvent was removed in vacuo, the crude product was purified by flash chromatography on silica gel eluting with 0%, increasing to 5%, methanol in dichloromethane. The product was obtained as a white solid (108 mg, 81%). In a typical reaction 0.2 g of the title compound was dissolved in 5 mL methanol solution. Evaporation at room temperature yielded colourless crystals.

Experimental details

The hydrogen atoms attached to carbon were placed on calculated positions with the help of the SHELX program (AFIX 23, 43 or 137 option) [1]. All H atoms were positioned geometrically and refined using a riding model: C—H = 0.93 and 0.96 Å for aromatic and CH3 H atoms, respectively, with Uiso(H) = k × Ueq(N, C), where k = 1.5 for CH3 H atoms and = 1.2 for other H atoms. The position of hydrogen atoms attached to nitrogen was freely refined with Uiso set to 1.2Ueq of the parent atom.

Discussion

The title compound is an imidazo[5,1-f]triazin-4(3H)-one derivative and a very important intermediate in the production of Vardenafil [6], [7]. Vardenafil is a PDE5 inhibitor used for treating erectile dysfunction; its indications and contra-indications are the same as those of other PDE5 inhibitors. It is closely related in function to sildenafil citrate and tadalafil redundant.

The molecular structure of the title compound is shown in the figure. The asymmetric unit contains two symmetry-independent molecules here termed A and B. All bond lengths and angles are within normal ranges [9]. Crystal structure analysis revealed that the 3 rings, benzene ring A (C10—C11—C12—C13—C14—C15), imidazole ring B (C3—N2—C2—N1—C1) and ring C (C4–N3–C5–N4–N2–C3), are almost planar with respect to each other. The dihedral angles between the imidazolyl moiety B and ring C is 1.4(2)°. Benzene ring A and ring C are almost planar, the dihedral angles between them is 0.2°. The planes between the atoms of the ethoxy (C17/C16/O2) and propyl (C7/C8/C9) groups with resepect to the rings to which they are bonded are 8.64/10.96° and 5.79/12.61° for molecules A and B, respectively. Both molecules form one intramolecular N—H⋯O(ethoxy) H-bond with N⋯O distances of 2.607(3) and 2.599(3) Å for molecules A and B, respectively. Meanwhile, molecules are linked by pairs of C—H⋯O and C—H⋯N hydrogen bonds forming inversion dimers; these dimers are linked via intermolecular hydrogen bonds giving rise to a two-dimensional network. The C—H⋯N and C—H⋯O hydrogen bonds are significantly weaker accordingly to C⋯N and C⋯O distances of 3.407(3) to 3.566(3) Å. In the crystal structure, there are π-π stacking interactions, as revealed by a PLATON [5] analysis and for instance evidenced by a centroid-centroid separation of two neigbouring benzen rings of 3.7745(13) Å.

Acknowledgement

This work is supported by the PhD Research Startup Foundation of Jinling Institute of Technology (JIT-B-201323). We also thank the Center of Testing and Analysis, Nanjing University.

References

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Received: 2016-11-25
Accepted: 2017-6-23
Published Online: 2017-7-14
Published in Print: 2017-9-26

©2017 Kun-Yan Wang et al., published by De Gruyter, Berlin/Boston

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

Artikel in diesem Heft

  1. Cover and Frontmatter
  2. Crystal structure of 2-(2-ethoxyphenyl)-7-propyl-5-methylimidazo[5,1-f][1,2,4]triazin-4(3H)-one, C17H20N4O2
  3. Crystal structure of catena-poly[aqua-(μ3-1,3,5-benzenetricarboxylato-κ3O:O′:O′′)-[μ3hydroxy-(1,3-di-(μ2-1,2,4-triazole-4-yl)benzoato-κ2N:N′)copper(II)], C19H16Cu2N6O9
  4. Crystal structure of poly[aqua-(μ3-3,5-di(4H-1,2,4-triazolyl-4-κ3N,N′:N′′)benzenecarboxylato)silver(I)], C11H9AgN6O3
  5. Crystal structure of tetrapropylammonium hydrogen carbonate, C13H29NO3
  6. Crystal structure of poly[μ2-acetato-κ3-O,O′:O′)diaqua(μ3-isophthalato-κ4O,O′:O′′:O′′′)yttrium(III)] monohydrate, C20H24O17Y2
  7. Crystal structure of catena-poly[dichlorido-(μ2-4-(1H-pyrazol-3-yl)-pyridine-κ2N,N′)]cadmium(II), C48H42Cd3Cl16N18
  8. Crystal structure of bis(tetraethylammonium) [1,1′-biphenyl]-2,2′-dicarboxylate trihydrate, C30H54N2O7
  9. Crystal structure of poly[(thiophene-3,4-dicarboxylato-κ1O)bis[1,2-bis(4-pyridyl)ethane-κ2N:N′]silver(I)] octahydrate, C30H42Ag2N4O12S
  10. The crystal structure of amine-(4-(1H-1,2,4-triazol-1-yl)benzoato-κN)silver(I) dihydrate, C9H13AgN4O4
  11. Crystal structure of poly[tetrakis(μ2-cyanido-κ2N:O)-cyanido-tris(pyridine)dicobalt(II/III)], C20H15Co2N8
  12. Crystal structure of bis(pyridine)-bis(2-formyl-4,6-dichlorophenolato)cobalt(II), C24H16Cl4CoN2O4
  13. Crystal structure of (E)-1-(4-(((E)-5-bromo-2-hydroxybenzylidene)amino)phenyl)ethan-1-one O-methyl oxime, C16H15BrN2O2
  14. Crystal structure of catena-poly[(μ2-3-(1H-pyrazol-4-yl)-5-(pyridin-4-yl)-1,2,4-triazole-κ N:N′)-bis(benzoato-κO)zinc(II)], C24H18N6O4Zn
  15. Hydrothermal synthesis and crystal structure of a poly[aqua-(μ4-4-(carboxylatomethyl)benzoato-κ4O:O′:O′′:O′′′)-(μ2-1-(4-(1H-imidazol-1-yl)benzyl)-1H-1,2,4-triazole-κ2N:N′) dimanganese(II)], [Mn2(C9H6O4)2(C12H11N5)(H2O)]
  16. Crystal structure of diaqua-catena-poly[diaqua-bis(μ2-5-(4-(1H-1,2,4-triazol-1-yl)phenyl)tetrazol-2-ido-κ2N:N′)cobalt(II)] dihydrate, C20H24CoN14O4
  17. Crystal structure of bis(μ3-2,2′-azanediylbis(ethan-1-olato)-κ5O:O,N,O′:O′)-tetrachlorido-bis(μ2-2-((2-hydroxyethyl)amino)ethan-1-olato-κ3N,O:O)dicobalt(II)dicobalt(III), C16H38Cl4Co4N4O8
  18. Crystal structure of poly[μ4-(4-(carboxylatomethyl)benzoato-κ4O:O′:O′′:O′′′)-(2-(4-(1H-imidazol-1-yl)phenyl)-1H-benzo[d]imidazole-κN)manganese(II)] [Mn(C9H6O4)(C16H12N4)]
  19. Crystal structure of 4-chloro-6-phenylpyrimidine, C10H7ClN2
  20. The crystal structure of [6-methoxy-2-(2,2,2-trifluoroacetyl)-3,4-dihydronaphthalen-1(2H)-one]difluoroborane, C13H10BF5O3
  21. Crystal structure of 3,3′-(butane-1,4-diylbis(azanylylidene))bis(1-phenylbut-1-en-1-olato)-κ4N,N′,O,O′]copper(II), C24H26N2O2Cu
  22. Crystal structure of tetraaqua-bis((E)-N′-(2-bromobenzylidene)isonicotinohydrazide-κN)zinc(II) dinitrate, C26H28N8O12Br2Zn
  23. Crystal structure of 2-amino-4-(4-bromophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C16H13BrN2O2
  24. A single crystal study on tert-butyl-4-((4-(4-bromo-2-fluorophenylamino)-6-methoxyquinazolin-7-yloxy)methyl)piperidine-1-carboxylate, C26H30BrFN4O4
  25. Crystal structure of 1,1′-((1E,1′E)-(((ethane-1,2-diylbis(oxy))bis(2,1-phenylene))bis(azanylylidene))bis(methanylylidene))bis(naphthalen-2-olato-κ3O,O′,N)zinc(II), C36H26N2O4Zn
  26. Crystal structure of diaqua-bis(5′-(pyridin-1-ium-4-yl)-1H-[3,3′-bi(1,2,4-triazol)]-2′-ide-κ2N,N′)cobalt(II) — bis(5-(pyridin-4-yl-κN)-1H,1′H-3,3′-bi(1,2,4-triazole))octamolybdate – water (2/1/8), C27H33CoMo4N21O19
  27. Crystal structure of 3-cyclohexyl-2-(cyclohexylimino)-2,3-dihydro-6,8-diiodo-4H-1,3-benzoxazin-4-one, C20H24I2N2O2
  28. Crystal structure of dinitrato-κO-bis(tris((1H-benzo[d]imidazol-2-yl)methyl)amine-κ4N,N′,N′′,N′′′)-(μ2-cyclohexane-1,4-dicarboxylato-κ4O,O′:O′′,O′′′)dimanganese(II) – methanol – water (1/6/2), C62H80Mn2N16O18
  29. Crystal structure of bis(2-hydroxyethyl(phenyl)carbamodithioate)nickel(II), C18H20N2NiO2S4
  30. Crystal structure of methyl 1-(4-fluorobenzyl)-4-methoxy-5-oxopyrrolidine-3-carboxylate, C14H16FNO4
  31. Crystal structure of di-μ-iodido-bis(6-(p-tolyl)-2,2′-bipyridine-κ2N,N′)dicopper(I) — 2-(diphenylphosphoryl)benzoic acid (1/2), C36H29CuIN2O3P
  32. Crystal structure of 2-amino-4-(3-bromo-4-fluoro-phenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C18H16BrFN2O2
  33. Crystal structure of bis(μ2-2-chlorobenzoato-κ3O,O′:O′)-(2-chlorobenzoato-κO)-(2-chlorobenzoato-κO,O′)-bis(1,10-phenanthroline-κ2N,N′)-dicadmium(II) monohydrate, C52H36Cd2Cl4N4O10
  34. Crystal structure of 2-(8a-methyl-5-oxo-hexahydroimidazo [1,2-a]pyridin-1(5H)-yl)-2-oxoethyl acetate, C12H18N2O4
  35. Crystal structure of (E)-N,N-diethyl-2-(5-nitrothiazol-2-yl)-1-phenylethen-1-amine, C15H17N3O2S
  36. Crystal structure of diazido-dimethanolato-bis(μ2-2-(((3-oxidopropyl)imino)methyl)phenolato-κ4O:O,O′,N)dimanganese(III), C22H28Mn2N8O6
  37. The crystal structure of bis(2-(2,2,2-trifluoroacetyl)-3,4-dihydronaphthalen-1-olato-κ2O,O′)copper(II), C24H16CuF6O4
  38. Crystal structure of hexaaquanickel(II) bis((E)-4-((4-(dimethylamino)phenyl)diazenyl)benzenesulfonate), C28H40N6NiO12S2
  39. Crystal structure of catena-poly[aqua-(μ2-hexamethylenetetramine-κ2N:N′)-bis(2,6-difluorobenzoato-κ2O:O′)cadmium(II)]monohydrate, C20H22CdF4N4O6
  40. Crystal structure of 3-benzyl-2,3-dihydro-2-thioxoquinazolin-4(1H)-one, C15H12N2OS
  41. Crystal structure of bis(μ2-ferrocenecarboxylato-κ2O:O′)-bis(1,10-phenanthroline-κ2N,N′)-(μ2-methanolato-κ2O,O)dicopper(II) tetrafluoroborate – acetonitrile (1/1), C49H40BCu2F4Fe2N5O5
  42. The crystal structure of tetrakis(1,3,5-triaza-7-phosphatricyclo[3.3.1.13,7]decane-κP)silver(I) chloride dihydrate, C24H60AgClN12O6P4
  43. Crystal structure of 5-ethyl-2-(p-tolyl)-1,3-dioxane-5-carboxylic acid, C14H18O4
  44. Crystal structure of 2-(4-fluorophenyl)-1,3-dimethyl-1H-perimidin-3-ium iodide, C19H16ClIN2
  45. Crystal structure of catena-poly[(μ2-hexamethylenetetramine-κ2N:N′)-tetrakis(μ2-2,6-difluorobenzoato-κ2O:O′)dicopper(II)], C34H24Cu2F8N4O8
  46. Crystal structure of ethyl 3-hydroxy-5-methyl-2-(4-(m-tolyl)-1H-1,2,3-triazol-1-yl)-[1,1′-biphenyl]-4- carboxylate, C25H24N3O3
  47. The crystal structure of carbonyl(2-oxopyridin-1(2H)-olato-κ2O,O′)-(diphenylcyclohexylphosphine-κP)rhodium(I), C24H25NO3PRh
  48. Crystal structure of bis((pyrazin-2-ylmethyl)(pyrazine-2-carbonyl)amido-κ3N,N′,N′′)copper(II), C20H16CuN10O2
  49. Crystal structure of catena-poly[tetraaqua-(μ2-succinonitrile-κ2N:N′)cobalt(II)] dinitrate, C4H12CoN4O10
  50. The crystal structure of 1,1′-bisisoquinoline, C18H12N2
  51. Crystal structure of bis(hydroxydi(pyridin-2-yl)methanolato-κ3N,N′,O)cobalt(III) perchlorate dihydrate, C22H22ClCoN4O10
https://doi.org/10.1515/ncrs-2016-0333
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Artikel in diesem Heft

  1. Cover and Frontmatter
  2. Crystal structure of 2-(2-ethoxyphenyl)-7-propyl-5-methylimidazo[5,1-f][1,2,4]triazin-4(3H)-one, C17H20N4O2
  3. Crystal structure of catena-poly[aqua-(μ3-1,3,5-benzenetricarboxylato-κ3O:O′:O′′)-[μ3hydroxy-(1,3-di-(μ2-1,2,4-triazole-4-yl)benzoato-κ2N:N′)copper(II)], C19H16Cu2N6O9
  4. Crystal structure of poly[aqua-(μ3-3,5-di(4H-1,2,4-triazolyl-4-κ3N,N′:N′′)benzenecarboxylato)silver(I)], C11H9AgN6O3
  5. Crystal structure of tetrapropylammonium hydrogen carbonate, C13H29NO3
  6. Crystal structure of poly[μ2-acetato-κ3-O,O′:O′)diaqua(μ3-isophthalato-κ4O,O′:O′′:O′′′)yttrium(III)] monohydrate, C20H24O17Y2
  7. Crystal structure of catena-poly[dichlorido-(μ2-4-(1H-pyrazol-3-yl)-pyridine-κ2N,N′)]cadmium(II), C48H42Cd3Cl16N18
  8. Crystal structure of bis(tetraethylammonium) [1,1′-biphenyl]-2,2′-dicarboxylate trihydrate, C30H54N2O7
  9. Crystal structure of poly[(thiophene-3,4-dicarboxylato-κ1O)bis[1,2-bis(4-pyridyl)ethane-κ2N:N′]silver(I)] octahydrate, C30H42Ag2N4O12S
  10. The crystal structure of amine-(4-(1H-1,2,4-triazol-1-yl)benzoato-κN)silver(I) dihydrate, C9H13AgN4O4
  11. Crystal structure of poly[tetrakis(μ2-cyanido-κ2N:O)-cyanido-tris(pyridine)dicobalt(II/III)], C20H15Co2N8
  12. Crystal structure of bis(pyridine)-bis(2-formyl-4,6-dichlorophenolato)cobalt(II), C24H16Cl4CoN2O4
  13. Crystal structure of (E)-1-(4-(((E)-5-bromo-2-hydroxybenzylidene)amino)phenyl)ethan-1-one O-methyl oxime, C16H15BrN2O2
  14. Crystal structure of catena-poly[(μ2-3-(1H-pyrazol-4-yl)-5-(pyridin-4-yl)-1,2,4-triazole-κ N:N′)-bis(benzoato-κO)zinc(II)], C24H18N6O4Zn
  15. Hydrothermal synthesis and crystal structure of a poly[aqua-(μ4-4-(carboxylatomethyl)benzoato-κ4O:O′:O′′:O′′′)-(μ2-1-(4-(1H-imidazol-1-yl)benzyl)-1H-1,2,4-triazole-κ2N:N′) dimanganese(II)], [Mn2(C9H6O4)2(C12H11N5)(H2O)]
  16. Crystal structure of diaqua-catena-poly[diaqua-bis(μ2-5-(4-(1H-1,2,4-triazol-1-yl)phenyl)tetrazol-2-ido-κ2N:N′)cobalt(II)] dihydrate, C20H24CoN14O4
  17. Crystal structure of bis(μ3-2,2′-azanediylbis(ethan-1-olato)-κ5O:O,N,O′:O′)-tetrachlorido-bis(μ2-2-((2-hydroxyethyl)amino)ethan-1-olato-κ3N,O:O)dicobalt(II)dicobalt(III), C16H38Cl4Co4N4O8
  18. Crystal structure of poly[μ4-(4-(carboxylatomethyl)benzoato-κ4O:O′:O′′:O′′′)-(2-(4-(1H-imidazol-1-yl)phenyl)-1H-benzo[d]imidazole-κN)manganese(II)] [Mn(C9H6O4)(C16H12N4)]
  19. Crystal structure of 4-chloro-6-phenylpyrimidine, C10H7ClN2
  20. The crystal structure of [6-methoxy-2-(2,2,2-trifluoroacetyl)-3,4-dihydronaphthalen-1(2H)-one]difluoroborane, C13H10BF5O3
  21. Crystal structure of 3,3′-(butane-1,4-diylbis(azanylylidene))bis(1-phenylbut-1-en-1-olato)-κ4N,N′,O,O′]copper(II), C24H26N2O2Cu
  22. Crystal structure of tetraaqua-bis((E)-N′-(2-bromobenzylidene)isonicotinohydrazide-κN)zinc(II) dinitrate, C26H28N8O12Br2Zn
  23. Crystal structure of 2-amino-4-(4-bromophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C16H13BrN2O2
  24. A single crystal study on tert-butyl-4-((4-(4-bromo-2-fluorophenylamino)-6-methoxyquinazolin-7-yloxy)methyl)piperidine-1-carboxylate, C26H30BrFN4O4
  25. Crystal structure of 1,1′-((1E,1′E)-(((ethane-1,2-diylbis(oxy))bis(2,1-phenylene))bis(azanylylidene))bis(methanylylidene))bis(naphthalen-2-olato-κ3O,O′,N)zinc(II), C36H26N2O4Zn
  26. Crystal structure of diaqua-bis(5′-(pyridin-1-ium-4-yl)-1H-[3,3′-bi(1,2,4-triazol)]-2′-ide-κ2N,N′)cobalt(II) — bis(5-(pyridin-4-yl-κN)-1H,1′H-3,3′-bi(1,2,4-triazole))octamolybdate – water (2/1/8), C27H33CoMo4N21O19
  27. Crystal structure of 3-cyclohexyl-2-(cyclohexylimino)-2,3-dihydro-6,8-diiodo-4H-1,3-benzoxazin-4-one, C20H24I2N2O2
  28. Crystal structure of dinitrato-κO-bis(tris((1H-benzo[d]imidazol-2-yl)methyl)amine-κ4N,N′,N′′,N′′′)-(μ2-cyclohexane-1,4-dicarboxylato-κ4O,O′:O′′,O′′′)dimanganese(II) – methanol – water (1/6/2), C62H80Mn2N16O18
  29. Crystal structure of bis(2-hydroxyethyl(phenyl)carbamodithioate)nickel(II), C18H20N2NiO2S4
  30. Crystal structure of methyl 1-(4-fluorobenzyl)-4-methoxy-5-oxopyrrolidine-3-carboxylate, C14H16FNO4
  31. Crystal structure of di-μ-iodido-bis(6-(p-tolyl)-2,2′-bipyridine-κ2N,N′)dicopper(I) — 2-(diphenylphosphoryl)benzoic acid (1/2), C36H29CuIN2O3P
  32. Crystal structure of 2-amino-4-(3-bromo-4-fluoro-phenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C18H16BrFN2O2
  33. Crystal structure of bis(μ2-2-chlorobenzoato-κ3O,O′:O′)-(2-chlorobenzoato-κO)-(2-chlorobenzoato-κO,O′)-bis(1,10-phenanthroline-κ2N,N′)-dicadmium(II) monohydrate, C52H36Cd2Cl4N4O10
  34. Crystal structure of 2-(8a-methyl-5-oxo-hexahydroimidazo [1,2-a]pyridin-1(5H)-yl)-2-oxoethyl acetate, C12H18N2O4
  35. Crystal structure of (E)-N,N-diethyl-2-(5-nitrothiazol-2-yl)-1-phenylethen-1-amine, C15H17N3O2S
  36. Crystal structure of diazido-dimethanolato-bis(μ2-2-(((3-oxidopropyl)imino)methyl)phenolato-κ4O:O,O′,N)dimanganese(III), C22H28Mn2N8O6
  37. The crystal structure of bis(2-(2,2,2-trifluoroacetyl)-3,4-dihydronaphthalen-1-olato-κ2O,O′)copper(II), C24H16CuF6O4
  38. Crystal structure of hexaaquanickel(II) bis((E)-4-((4-(dimethylamino)phenyl)diazenyl)benzenesulfonate), C28H40N6NiO12S2
  39. Crystal structure of catena-poly[aqua-(μ2-hexamethylenetetramine-κ2N:N′)-bis(2,6-difluorobenzoato-κ2O:O′)cadmium(II)]monohydrate, C20H22CdF4N4O6
  40. Crystal structure of 3-benzyl-2,3-dihydro-2-thioxoquinazolin-4(1H)-one, C15H12N2OS
  41. Crystal structure of bis(μ2-ferrocenecarboxylato-κ2O:O′)-bis(1,10-phenanthroline-κ2N,N′)-(μ2-methanolato-κ2O,O)dicopper(II) tetrafluoroborate – acetonitrile (1/1), C49H40BCu2F4Fe2N5O5
  42. The crystal structure of tetrakis(1,3,5-triaza-7-phosphatricyclo[3.3.1.13,7]decane-κP)silver(I) chloride dihydrate, C24H60AgClN12O6P4
  43. Crystal structure of 5-ethyl-2-(p-tolyl)-1,3-dioxane-5-carboxylic acid, C14H18O4
  44. Crystal structure of 2-(4-fluorophenyl)-1,3-dimethyl-1H-perimidin-3-ium iodide, C19H16ClIN2
  45. Crystal structure of catena-poly[(μ2-hexamethylenetetramine-κ2N:N′)-tetrakis(μ2-2,6-difluorobenzoato-κ2O:O′)dicopper(II)], C34H24Cu2F8N4O8
  46. Crystal structure of ethyl 3-hydroxy-5-methyl-2-(4-(m-tolyl)-1H-1,2,3-triazol-1-yl)-[1,1′-biphenyl]-4- carboxylate, C25H24N3O3
  47. The crystal structure of carbonyl(2-oxopyridin-1(2H)-olato-κ2O,O′)-(diphenylcyclohexylphosphine-κP)rhodium(I), C24H25NO3PRh
  48. Crystal structure of bis((pyrazin-2-ylmethyl)(pyrazine-2-carbonyl)amido-κ3N,N′,N′′)copper(II), C20H16CuN10O2
  49. Crystal structure of catena-poly[tetraaqua-(μ2-succinonitrile-κ2N:N′)cobalt(II)] dinitrate, C4H12CoN4O10
  50. The crystal structure of 1,1′-bisisoquinoline, C18H12N2
  51. Crystal structure of bis(hydroxydi(pyridin-2-yl)methanolato-κ3N,N′,O)cobalt(III) perchlorate dihydrate, C22H22ClCoN4O10
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Heruntergeladen am 5.11.2025 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2016-0333/html
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